氧氟沙星的核磁共振波谱性质研究

doi:10.3321/j.issn:0251-0790.2007.05.020

CORC > 北京大学 > 化学与分子工程学院

	氧氟沙星的核磁共振波谱性质研究; Studies on NMR Behavior of Ofloxacin in Different pH Environment
	齐剑 ; 高秀香 ; 赵梅仙 ; 向俊峰 ; 林崇熙 ; 徐怡庄 ; 吴瑾光
刊名	高等学校化学学报
	2007
关键词	喹诺酮氧氟沙星核磁共振哌嗪环 quinolone ofloxacin NMR piperazine ring
DOI	10.3321/j.issn:0251-0790.2007.05.020
英文摘要	结合1H,13C NMR,DEPT,COSY,HSQC,HMBC谱和碳氟偶合裂分行为,对酸性及碱性溶液中氧氟沙星(Ofloxacin,OFL)的1H和13C谱分别进行归属,研究了哌嗪环亚甲基构成的AA'BB'复杂自旋体系中各H的化学位移.发现噁嗪环上的甲基处于直立键;5H在酸性溶液中化学位移移向低场,这可能与形成C-H…O弱氢键有关;在碱性溶液中,OFL的羧基变为羧酸根,造成羧基和羰基周围碳原子上π电子重新分布,导致相应C的化学位移和碳氟偶合常数发生明显变化.; Systematic NMR spectroscopic investigation on ofloxacin in both acidic and alkaline solutions was carried out via H-1, C-13 NMR, DEPT, COSY, HSQC spectra together with HMBC techniques. Complete assignment on H-1 and C-13 NMR of ofloxacin was obtained in different pH environments where the coupling constant between, C-13 and F-19 was found to be very helpful for the assignment of aromatic C-13 NMR signals. Additionally, the chemical shifts of H-1 from the complex spin systems such as AA'BB' were obtained using HSQC technique. Comparisons were made among the NMR spectra in acidic solution and those in alkaline solution, which demonstrate that: (1) deprivation of H+ from COOH in alkaline solution destroys the hydrogen bond between COOH and carbonyl group in ofloxacin. This brings about the redistribution of pi elelctrons around the carboxyl and carbonyl groups so that significant variations of C-13 NMR chemical shift and coupling constant J(FC) are observed. (2) In the alkaline solution, the removal of proton from N4 in piperazine ring induces considerable variation of chemical shift of methylene groups and causes remarkable changes of dynamic behavior of the piperazine ring.; 国家自然科学基金; http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000246787400028&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=8e1609b174ce4e31116a60747a720701 ; SCI(E); EI; 中文核心期刊要目总览(PKU); 中国科技核心期刊(ISTIC); 中国科学引文数据库(CSCD); 8; 5; 913-917; 28
语种	中文
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/250988]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	齐剑,高秀香,赵梅仙,等. 氧氟沙星的核磁共振波谱性质研究, Studies on NMR Behavior of Ofloxacin in Different pH Environment[J]. 高等学校化学学报,2007.
APA	齐剑.,高秀香.,赵梅仙.,向俊峰.,林崇熙.,...&吴瑾光.(2007).氧氟沙星的核磁共振波谱性质研究.高等学校化学学报.
MLA	齐剑,et al."氧氟沙星的核磁共振波谱性质研究".高等学校化学学报 (2007).